
Great Lakes Luxury Vacations
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Top Luxury vacation packages in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Palmer House a Hilton Hotel
Downtown Chicago
Price was ¥300,462, price is now ¥260,348 per person
¥260,348
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
8.4/10 Very Good! (1,962 reviews)
A wonderful place with a fascinating history.
Reviewed on Sep 24, 2025

Park Hyatt Chicago
Downtown Chicago
Price was ¥373,586, price is now ¥297,150 per person
¥297,150
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on Sep 8, 2025


The Peninsula Chicago
Downtown Chicago
Price was ¥421,584, price is now ¥340,642 per person
¥340,642
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Clean and comfortable room, attentive staff.
Reviewed on Sep 24, 2025

The St. Regis Toronto
Downtown Toronto
Price was ¥425,840, price is now ¥348,122 per person
¥348,122
per person
Dec 18 - Dec 23
found 20 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Toronto (YYZ)
9.4/10 Exceptional! (1,004 reviews)
Super dog friendly, and no additional pet charge. Thought that was a very nice touch!
Reviewed on Sep 21, 2025
5* Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Park Hyatt Chicago
Downtown Chicago
Price was ¥373,586, price is now ¥297,150 per person
¥297,150
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on Sep 8, 2025


The Peninsula Chicago
Downtown Chicago
Price was ¥421,584, price is now ¥340,642 per person
¥340,642
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Clean and comfortable room, attentive staff.
Reviewed on Sep 24, 2025
3 Night Luxury vacations in Great Lakes
Price found within the past 48 hours. Click for updated prices.

Park Hyatt Chicago
Downtown Chicago
Price was ¥373,586, price is now ¥297,150 per person
¥297,150
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.6/10 Exceptional! (1,002 reviews)
Got pick pocketed in the elevator. I really like this hotel. Plan to return.
Reviewed on Sep 8, 2025


The Peninsula Chicago
Downtown Chicago
Price was ¥421,584, price is now ¥340,642 per person
¥340,642
per person
Nov 17 - Nov 20
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Chicago (ORD)
9.8/10 Exceptional! (1,006 reviews)
Clean and comfortable room, attentive staff.
Reviewed on Sep 24, 2025
Top Luxury Great Lakes Hotels

The Omni King Edward Hotel
37 King St E, Toronto, ON
Discover luxurious lodging at The Omni King Edward Hotel, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. Deluxe amenities ...
9.4/10 Exceptional! (2,208 reviews)
"A+"
Reviewed on Sep 23, 2025

Fairmont Royal York
100 Front St West, Toronto, ON
Treat yourself to a luxury stay at Fairmont Royal York, where you can enjoy amenities like pillowtop beds, designer toiletries, and more. The 3 bars, indoor ...
9/10 Wonderful! (7,298 reviews)
"Beautiful old building conveniently located across from the station and to all tourist areas. The room was small but nicely appointed. The Clock bar was lovely with great cocktails and food. The staff weee very helpful."
Reviewed on Sep 24, 2025

Trump International Hotel & Tower Chicago
401 N Wabash Ave, Chicago, IL
Trump International Hotel & Tower Chicago is a lush 5-star boutique property where you can be treated to deep soaking bathtubs and pillowtop beds. The spa, indoor ...
9.4/10 Exceptional! (1,730 reviews)
"This property is fabulous in every aspect. Huge rooms, modern and fresh. The spa and workout facilities are amazing. I loved everything about this hotel. Location is perfect to explore the river walk, shopping and best dining options. Only small critique is only one person at the front and if they ..."
Reviewed on Sep 21, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.